1-methylprop-2-enyl 3-oxobutanoate | 25456-01-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 1-methylprop-2-enyl 3-oxobutanoate
• 英文别名: acetoacetic acid 1-methyl-allyl ester；Acetessigsaeure-(1-methyl-allylester)；1-methyl-2-propenyl acetoacetate；1-Methyl-2-propenyl 3-oxobutanoate；but-3-en-2-yl 3-oxobutanoate
• CAS: 25456-01-3
• 化学式: C₈H₁₂O₃
• 分子量: 156.181
• InChiKey: CVWKTKTYWDIBJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-methylprop-2-enyl 3-oxobutanoate 以 正己烷 为溶剂， 反应 12.0h， 以65%的产率得到反式-5-庚烯-2-酮
  参考文献：
  名称：

  (dl)-戊烯内酯 E 和 F 的合成

  摘要：

  通过 l'insertion intramoleculaire d'un α-acylcarbene dans une liaison C−H inactivee 合成 a partir du glutarate dedimethyle

  DOI：

  10.1021/ja00330a044
• 作为产物：
  描述：

  3-丁烯-2-醇 、 乙酰乙酸乙酯 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以82%的产率得到1-methylprop-2-enyl 3-oxobutanoate
  参考文献：
  名称：

  General and Efficient Transesterification ofβ-Keto Esters with Various Alcohols Using Et₃N as a Brønsted Base Additive

  摘要：

  Transesterification of beta-keto esters with a wide variety of allyl, benzyl, propargyl, and alkyl alcohols using, for the first time, commercially available and inexpensive Et3N as a Bronsted base additive, is efficiently performed in toluene at reflux. The corresponding esters are exclusively obtained in 57-98% yields with no trace amounts of gamma,delta-ketones, usually expected from the decarboxylative Carroll rearrangement.

  DOI：

  10.1080/00397911.2014.932812

文献信息

• α-EWG-Substituted Enones: Suitable Substrates for Ring-Closing Metathesis
  作者：Julie Toueg、Joëlle Prunet

  DOI：10.1055/s-2006-950274

  日期：2006.10

  The A-ring of hexacyclinic acid has been synthesised, using a ring-closing metathesis involving an α-EWG-substituted enone as the key step. We have then explored the scope of this reaction, which gives access to various 5- and 6-membered rings.

  己环酸的A环已通过涉及α-吸电子基团取代的烯酮作为关键步骤的环合复分解反应合成。随后，我们探索了该反应的范围，能够获得各种五元和六元环。
• 1,4-Dihydropyridine derivatives
  申请人：Korea Research Institute of Chemical Technology

  公开号：EP0324626A1

  公开（公告）日：1989-07-19

  1,4-dihydropyridine derivatives represented by the formula: wherein R¹ and R², different from the other, is selected from the group consisting of lower alkyl, lower alkenyl, lower alkoxyalkyl or aminoaryl(lower)alkyl having carbon atoms of 1 to 6, which may be substituted or unsubstituted by a lower alkyl having carbon atoms of 1 to 4, wherein at least one of R¹ and R² is a lower alkenyl having carbon atoms of 3 to 6 whose 1- or 2- position is substituted by a lower alkyl having carbon atoms of 1 to 4; and R³ is a nitro group in ortho-, meta- or para-position of the phenyl. The compounds are useful as vasodilators and in the treatment of hypertension.

  1,4-二氢吡啶衍生物的化学式表示为：其中R¹和R²，不同于另一个，选自由1至6个碳原子的较低烷基、较低烯基、较低烷氧基烷基或氨基芳基(较低)烷基组成的基团，该基团可能被1至4个碳原子的较低烷基取代或未取代，其中R¹和R²中至少一个是碳原子为3至6的较低烯基，其1-或2-位置被1至4个碳原子的较低烷基取代；以及R³是苯环的邻位、间位或对位的硝基基团。这些化合物可用作扩血管剂，并用于治疗高血压。
• The Rearrangement of Allyl-Type Esters of β-Keto Acids
  作者：Walter Kimel、Arthur C. Cope

  DOI：10.1021/ja01250a049

  日期：1943.10
• Transesterification of 3-oxo esters with allylic alcohols
  作者：John C. Gilbert、Terence A. Kelly

  DOI：10.1021/jo00237a049

  日期：1988.1
• Gilchrist, Thomas L.; Romero, Oscar A. Sanchez; Wasson, Robert C., Journal of the Chemical Society. Perkin transactions I, 1989, p. 353 - 359
  作者：Gilchrist, Thomas L.、Romero, Oscar A. Sanchez、Wasson, Robert C.

  DOI：——

  日期：——